3,4-Bis(chloromethyl)pyridine → HCID 86741739, compound

HRID 1607871Notes

Reaction equation

HRID 1607871 reaction equation
P(OP(O)=O)(O)=O.C(C(C(C)C)(C(C)C)C(C)C)(C)C.[CH2:21]1[C:29]2[C:25](=[CH:26][C:27]([P:40]([O:46]C(C)C)(=[O:45])[O:41]C(C)C)([P:30]([O:36]C(C)C)(=[O:35])[O:31]C(C)C)[CH:28]=2)[CH:24]=[CH:23][NH:22]1.ClCC1C=NC=CC=1CCl>>[CH2:21]1[C:29]2[C:25](=[CH:26][C:27]([P:30]([OH:35])(=[O:31])[OH:36])([P:40]([OH:46])(=[O:41])[OH:45])[CH:28]=2)[CH:24]=[CH:23][NH:22]1

Participants

4

Reactant 3

HCID 145187553,4-Bis(chloromethyl)pyridineHCID 86741740HCID 86741740, compoundHCID 178443211HCID 178443211, compound

Product 1

HCID 86741739HCID 86741739, compound

Procedure

Using essentially the same procedure as in Example 1(a), tetraisopropyl methane diphosphonate is converted to tetraisopropyl dihydro-2-pyrindine-6,6-diphosphonate by reaction with 3,4-bis(chloromethyl)pyridine. The resulting ester is hydrolyzed as in Example 1(a) to yield dihydro-2-pyrindine-6,6-diphosphonic acid. The dihydro-2-pyrindine-6,6-diphosphonic acid is then converted to the octahydro-2-pyrindine-6,6-diphosphonic acid by a hydrogenation procedure which is essentially the same as in Example 1(b). Substituted octahydro-2-pyrindine-6,6-diphosphonic acid compounds are prepared as described hereinbefore in Example 1 by using as the starting material the appropriately substituted 3,4-bis(chloromethyl) pyridine.

Sources & evidence

ORD record
ord-66b2de8e521c4c77a405c7b02a4ae387
Source dataset
uspto-grants-1989_09
Patent number
US04868164

Reaction notes

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